Doggy Day Care In Winsor Hills
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
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Top rated Winsor Hills doggy day care sitters
“Cashadena loves Victoria and is always eager to see her! Great yard space for the pups and very helpful, non judgmental support during a really difficult time for us.”
“Kassandra was absolutely magnificent! Super kind, caring, and incredibly gentle with Chloe. I’m beyond grateful for the thoughtful, detailed care she provided. She’s truly a wonderful human, and Chloe already adores her. Thank you so much!”
“I was happy to have someone that loves dogs and treated my baby like it was her own. I appreciated the pics and the great care Davida provided. I would highly recommend her to anyone that needs their dog taken care of in a nice and safe home. Thank you so much.”
“This was my first time using Rover and I was a little nervous. Aaron defiantly dismissed that feeling! He took exceptional care of Rita, sent updates, and cute pictures of her! Aaron is defiantly my top sitter for future needs!!!”
“Shannon has been absolutely amazing! I’ve been in Baltimore for work and decided to find a place my dog could go to at least once a week for fun. Shannon and her family treat Dori like family. She’s very accommodating to our schedule and Dori always comes home tired out from a day of fun! We’ll definitely be returning if we come back up to Baltimore!”
About: I have taken care of my own dogs and cats my entire life and cannot remember a time I didn't love them all. My cat is no longer with me but I still have dogs and would love to care for your pets as I currently do my own. I can handle big dogs and little dogs as well as am willing to clean out your cats litterboxes. I'm happy to tussle with big dogs and take naps with lap dogs anytime! I'm a college student looking for work over the breaks and any pet time over the semester as I'll be away from my own. I'm happy to work around my class schedule to be with your pets as much as possible. I have a mostly fenced yard with the only opening being the driveway but intend to do walks and keep pets leashed just for safety. My own home has two dogs that are great with other dogs, both of them being on the smaller side and great with people as well. When I'm up at school there will be no other pets up there and the space will be fully for your pets. I'm also able to do house sitting, walks, and drop-ins for your pets to make sure your pets are getting love and attention when you're away.
“Robin made it really easy to drop my dog off and pick him up. He had a great playdate while we were going out for lunch. Robin sent lots of cute pictures and videos.”
“Brittanie and Ryan are amazing and caring couple. They have a lovely family and 2 beautiful dogs. We were made to feel very welcome in their house and they did everything they could to give Zoe a comfortable stay at their house. They are very responsive and communicate well. Zoe comes home happy after each stay at their house. We recommend them highly....”
“Ken & Felice were absolutely a breath of fresh air. They clearly love dogs and are excellent hosts. I could tell from their photos, and Charlie’s demeanor at pick up time that he was well cared for and in loving, capable hands. Looking forward to his return and many new furry friendships!”
About: Owner of one sweet large dog and two cats. More than 10 years of experience taking care of animals. Graduate student with flexible schedules and lots of love for many fur babies. My parents are with me right now so extra hands on deck and almost companion all day for your pets. I’m a graduate student with flexible schedules. I enjoy playing and walking with animals for relaxation. I live in a neighborhood that’s very great for dog walking. I have a fenced yard, very friendly dog and cats. Enough space indoors for playing too. I have a car hammock for dog to sit comfortably in the back seat and seatbelt for them, if we need to go take a ride.
About: I’ve taken care of dogs for a long time as I’ve had many dogs myself throughout my life! I love animals so much!! I work at a school full time from the end of August until the beginning of June. I will be available full time during the summer Monday-Friday all day! I have a fenced yard where your pupper will be able to walk around freely! I will also take them for walks around the neighborhood and to the park! I am willing to travel to you as well! My senior dog recently passed away and would love company!
“Veronica is amazing! Lily had the absolute best time there playing with her dogs, receiving further potty training, and I got the best updates throughout the day. She’ll definitely be returning, thank you Veronica!!”
“My 6lb maltipoo Sophie LOVED puppy day care with Kelly. I recently moved and was nervous about finding the right care for Sophie. I initially booked one day with Kelly and immediately after the first day, booked the rest of the week! The communication throughout the days was fantastic and Sophie was so excited to return each day. It was very clear that Kelly is attentive to Sophie the entire day…. Walks, snacks, rest, playtime. Totally recommend Kelly! I will be a regular.”
“Robyn was great! She was dependable, reliable, and easy to work with. We did have a slight scheduling conflict on one occasion, but sometimes life can get in the way and that is understandable. Best wishes and many successes to you, Robyn!”
“Layson came back exhausted and I loved it. Nicholas sent updates/pics/videos of Layson having an amazing time. Thank you so much for being accommodating and taking such great care of Layson.”
Over 24 pet parents in Winsor Hills have booked doggy day care
Winsor Hills dog parents share their Rover experiences
My pup, Yumi, had a great time with Melanie and her pup. It was our first time doing a daycare service with Yumi but Melanie was very attentive and sweet to my Yumi. She was also very accommodating when my schedule had to change a bit as well and i greatly appreciate that. I felt comfortable and safe leaving Mr fur baby in her hands and would definitely book again in the future.
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Select a filter and find qualifying Winsor Hills sitters!How Rover works
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The median cost per day for doggy day care in Winsor Hills is $38
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Sitters in Winsor Hills average 4 repeat doggy day care clients
Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Winsor Hills on Rover as of Jun 2026 was about $38 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, 2,324 sitters provided doggy day care in Winsor Hills. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 86% of Winsor Hills sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Winsor Hills have an average of 15 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winsor Hills.
Winsor Hills doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Winsor Hills sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
There are 2,324 sitters offering doggy day care in Winsor Hills on Rover, so you’re sure to find the perfect match for your dog! In Winsor Hills, 95% of sitters offer daily exercise, 97% offer medication administration, and 89% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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